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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:08 UTC

HMDB ID

HMDB0001054

Secondary Accession Numbers

HMDB01054

Metabolite Identification

Common Name

Dolichyl b-D-glucosyl phosphate

Description

Dolichyl b-D-glucosyl phosphate, also known as dolichol monophosphate glucose, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Dolichyl b-D-glucosyl phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB01054.mol
  Mrv1652304202019442D          

 31 31  0  0  0  0            999 V2000
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    2.0625    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011    2.7761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1261    1.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7136    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7136    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4286    4.9486    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1436    4.5361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1436    3.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    4.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    5.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    5.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  6  0  0  0
 27 28  1  0  0  0  0
 24 29  1  1  0  0  0
 23 30  1  6  0  0  0
 22 31  1  1  0  0  0
  4  5  1  0  0  0  0
M  END

HMDB0001054
     RDKit          3D
Dolichyl b-D-glucosyl phosphate
 70 70  0  0  0  0  0  0  0  0999 V2000
    7.9538    0.7879    1.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1687    1.0183    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8254    2.2420    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6793    0.1269   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9401   -1.0901    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4828   -0.6490    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7520   -0.1500   -0.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3841    0.8811   -1.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098   -0.6376   -1.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7480   -1.7064   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4688   -0.9524   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2981   -1.9523    0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -2.5917   -1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6617   -1.2490    0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862   -1.6881    1.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4905   -0.7871    2.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6048    0.3390    2.0063 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9020    1.0293    3.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8210    1.6762    1.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324    0.1624    1.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9847    0.7056   -0.0746 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5987    1.9153   -0.2295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9438    1.9476   -0.4001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6723    1.9114    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0360    1.8922    0.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4700    0.9149   -1.3511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9682    1.2261   -2.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9814   -0.4642   -0.9961 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4752   -0.8964    0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4649   -0.3776   -0.9816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9085   -0.3318   -2.2247 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8703    1.1162    2.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1317    1.4042    2.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7424   -0.2803    2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8900    2.1816   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7418    3.0569    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3121    2.6897   -0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8208    0.3231   -1.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3547   -1.6235    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8384   -1.7785   -0.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302    0.0620    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0477   -1.6358    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9640    1.6178   -1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    1.4366   -2.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8580    0.3508   -2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824   -0.1720   -2.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -1.9557    0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5933   -2.5824   -1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1331   -0.2217   -0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -0.4247    0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367   -2.7830    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651   -2.3545   -1.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602   -3.7224   -1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8751   -2.4065   -1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706   -0.9298    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8785   -0.2457    0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0902   -2.6968    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7088   -1.6183    0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2048    2.0791    1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8814    0.8814   -0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2124    2.9298   -0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2975    1.0780    1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4321    2.8841    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2790    2.4552   -0.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5870    0.9742   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0681    1.6587   -2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2599   -1.1980   -1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7633   -1.2033    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1262   -1.3504   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5970   -1.2486   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
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 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 21  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 19 59  1  0
 21 60  1  6
 23 61  1  6
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  6
 27 66  1  0
 28 67  1  6
 29 68  1  0
 30 69  1  1
 31 70  1  0
M  END

HMDB01054.mol
  Mrv1652304202019442D          

 31 31  0  0  0  0            999 V2000
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    2.0625    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3011    2.7761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1261    1.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7136    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7136    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4286    4.9486    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1436    4.5361    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1436    3.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    4.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573    5.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4286    5.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  6  0  0  0
 27 28  1  0  0  0  0
 24 29  1  1  0  0  0
 23 30  1  6  0  0  0
 22 31  1  1  0  0  0
  4  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001054

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCOP(O)(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)CC\C=C(\C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H39O9P/c1-14(2)7-5-8-15(3)9-6-10-16(4)11-12-28-31(26,27)30-21-20(25)19(24)18(23)17(13-22)29-21/h7,9,16-25H,5-6,8,10-13H2,1-4H3,(H,26,27)/b15-9-/t16?,17-,18-,19+,20-,21+/m1/s1

> <INCHI_KEY>
RHJMCOLWMXJOGE-ZTZGTLKASA-N

> <FORMULA>
C21H39O9P

> <MOLECULAR_WEIGHT>
466.5027

> <EXACT_MASS>
466.233169358

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
49.65086392120466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}({[(6Z)-3,7,11-trimethyldodeca-6,10-dien-1-yl]oxy})phosphinic acid

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
2.252202134333333

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.209100668724167

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6167555251888581

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981099581934995

> <JCHEM_POLAR_SURFACE_AREA>
145.91000000000003

> <JCHEM_REFRACTIVITY>
117.30599999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dolichyl phosphate glucose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001054
     RDKit          3D
Dolichyl b-D-glucosyl phosphate
 70 70  0  0  0  0  0  0  0  0999 V2000
    7.9538    0.7879    1.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1687    1.0183    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8254    2.2420    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6793    0.1269   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9401   -1.0901    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4828   -0.6490    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7520   -0.1500   -0.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3841    0.8811   -1.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098   -0.6376   -1.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7480   -1.7064   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4688   -0.9524   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2981   -1.9523    0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -2.5917   -1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6617   -1.2490    0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862   -1.6881    1.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4905   -0.7871    2.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6048    0.3390    2.0063 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9020    1.0293    3.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8210    1.6762    1.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324    0.1624    1.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9847    0.7056   -0.0746 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5987    1.9153   -0.2295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9438    1.9476   -0.4001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6723    1.9114    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0360    1.8922    0.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4700    0.9149   -1.3511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9682    1.2261   -2.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9814   -0.4642   -0.9961 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4752   -0.8964    0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4649   -0.3776   -0.9816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9085   -0.3318   -2.2247 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8703    1.1162    2.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1317    1.4042    2.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7424   -0.2803    2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8900    2.1816   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7418    3.0569    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3121    2.6897   -0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8208    0.3231   -1.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3547   -1.6235    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8384   -1.7785   -0.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302    0.0620    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0477   -1.6358    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9640    1.6178   -1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    1.4366   -2.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8580    0.3508   -2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824   -0.1720   -2.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -1.9557    0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5933   -2.5824   -1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1331   -0.2217   -0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -0.4247    0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367   -2.7830    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651   -2.3545   -1.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602   -3.7224   -1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8751   -2.4065   -1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706   -0.9298    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8785   -0.2457    0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0902   -2.6968    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7088   -1.6183    0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2048    2.0791    1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8814    0.8814   -0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2124    2.9298   -0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2975    1.0780    1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4321    2.8841    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2790    2.4552   -0.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5870    0.9742   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0681    1.6587   -2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2599   -1.1980   -1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7633   -1.2033    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1262   -1.3504   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5970   -1.2486   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 21  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 19 59  1  0
 21 60  1  6
 23 61  1  6
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  6
 27 66  1  0
 28 67  1  6
 29 68  1  0
 30 69  1  1
 31 70  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HMDB01054.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.335  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.336  -6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.335  -8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.335 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667 -10.780   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.335   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0      -1.332   3.850   0.000  0.00  0.00           P+0
HETATM   18  O   UNK     0      -0.562   5.182   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.102   2.515   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.332   6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.332   8.470   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.667   9.237   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.001   8.467   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.001   6.927   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.334   9.237   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.334  10.777   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.667  10.777   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000   9.240   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    6    4                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    2   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   31                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   21                                                       
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   24                                                            
CONECT   30   23                                                            
CONECT   31   22                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

COMPND    HMDB0001054
HETATM    1  C1  UNL     1       7.954   0.788   1.966  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.169   1.018   0.501  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.825   2.242   0.061  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.679   0.127  -0.387  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.940  -1.090   0.060  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.483  -0.649   0.408  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.752  -0.150  -0.761  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.384   0.881  -1.703  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.610  -0.638  -1.095  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.748  -1.706  -0.486  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.469  -0.952  -0.089  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.298  -1.952   0.130  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.059  -2.592  -1.160  1.00  0.00           C  
HETATM   14  C14 UNL     1      -0.662  -1.249   0.919  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.086  -1.688   1.232  1.00  0.00           C  
HETATM   16  O1  UNL     1      -2.491  -0.787   2.238  1.00  0.00           O  
HETATM   17  P1  UNL     1      -3.605   0.339   2.006  1.00  0.00           P  
HETATM   18  O2  UNL     1      -3.902   1.029   3.359  1.00  0.00           O  
HETATM   19  O3  UNL     1      -2.821   1.676   1.113  1.00  0.00           O  
HETATM   20  O4  UNL     1      -5.032   0.162   1.225  1.00  0.00           O  
HETATM   21  C16 UNL     1      -4.985   0.706  -0.075  1.00  0.00           C  
HETATM   22  O5  UNL     1      -5.599   1.915  -0.229  1.00  0.00           O  
HETATM   23  C17 UNL     1      -6.944   1.948  -0.400  1.00  0.00           C  
HETATM   24  C18 UNL     1      -7.672   1.911   0.958  1.00  0.00           C  
HETATM   25  O6  UNL     1      -9.036   1.892   0.715  1.00  0.00           O  
HETATM   26  C19 UNL     1      -7.470   0.915  -1.351  1.00  0.00           C  
HETATM   27  O7  UNL     1      -6.968   1.226  -2.622  1.00  0.00           O  
HETATM   28  C20 UNL     1      -6.981  -0.464  -0.996  1.00  0.00           C  
HETATM   29  O8  UNL     1      -7.475  -0.896   0.214  1.00  0.00           O  
HETATM   30  C21 UNL     1      -5.465  -0.378  -0.982  1.00  0.00           C  
HETATM   31  O9  UNL     1      -4.909  -0.332  -2.225  1.00  0.00           O  
HETATM   32  H1  UNL     1       8.870   1.116   2.518  1.00  0.00           H  
HETATM   33  H2  UNL     1       7.132   1.404   2.309  1.00  0.00           H  
HETATM   34  H3  UNL     1       7.742  -0.280   2.180  1.00  0.00           H  
HETATM   35  H4  UNL     1       9.890   2.182  -0.193  1.00  0.00           H  
HETATM   36  H5  UNL     1       8.742   3.057   0.855  1.00  0.00           H  
HETATM   37  H6  UNL     1       8.312   2.690  -0.838  1.00  0.00           H  
HETATM   38  H7  UNL     1       7.821   0.323  -1.401  1.00  0.00           H  
HETATM   39  H8  UNL     1       7.355  -1.624   0.877  1.00  0.00           H  
HETATM   40  H9  UNL     1       6.838  -1.779  -0.783  1.00  0.00           H  
HETATM   41  H10 UNL     1       5.530   0.062   1.247  1.00  0.00           H  
HETATM   42  H11 UNL     1       5.048  -1.636   0.736  1.00  0.00           H  
HETATM   43  H12 UNL     1       5.964   1.618  -1.172  1.00  0.00           H  
HETATM   44  H13 UNL     1       4.515   1.437  -2.189  1.00  0.00           H  
HETATM   45  H14 UNL     1       5.858   0.351  -2.553  1.00  0.00           H  
HETATM   46  H15 UNL     1       3.182  -0.172  -2.034  1.00  0.00           H  
HETATM   47  H16 UNL     1       3.198  -1.956   0.536  1.00  0.00           H  
HETATM   48  H17 UNL     1       2.593  -2.582  -1.075  1.00  0.00           H  
HETATM   49  H18 UNL     1       1.133  -0.222  -0.810  1.00  0.00           H  
HETATM   50  H19 UNL     1       1.579  -0.425   0.887  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.837  -2.783   0.794  1.00  0.00           H  
HETATM   52  H21 UNL     1       0.865  -2.354  -1.939  1.00  0.00           H  
HETATM   53  H22 UNL     1       0.160  -3.722  -1.105  1.00  0.00           H  
HETATM   54  H23 UNL     1      -0.875  -2.407  -1.687  1.00  0.00           H  
HETATM   55  H24 UNL     1      -0.171  -0.930   1.903  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.878  -0.246   0.366  1.00  0.00           H  
HETATM   57  H26 UNL     1      -2.090  -2.697   1.605  1.00  0.00           H  
HETATM   58  H27 UNL     1      -2.709  -1.618   0.310  1.00  0.00           H  
HETATM   59  H28 UNL     1      -2.205   2.079   1.766  1.00  0.00           H  
HETATM   60  H29 UNL     1      -3.881   0.881  -0.287  1.00  0.00           H  
HETATM   61  H30 UNL     1      -7.212   2.930  -0.838  1.00  0.00           H  
HETATM   62  H31 UNL     1      -7.298   1.078   1.567  1.00  0.00           H  
HETATM   63  H32 UNL     1      -7.432   2.884   1.432  1.00  0.00           H  
HETATM   64  H33 UNL     1      -9.279   2.455  -0.064  1.00  0.00           H  
HETATM   65  H34 UNL     1      -8.587   0.974  -1.332  1.00  0.00           H  
HETATM   66  H35 UNL     1      -6.068   1.659  -2.486  1.00  0.00           H  
HETATM   67  H36 UNL     1      -7.260  -1.198  -1.771  1.00  0.00           H  
HETATM   68  H37 UNL     1      -6.763  -1.203   0.802  1.00  0.00           H  
HETATM   69  H38 UNL     1      -5.126  -1.350  -0.508  1.00  0.00           H  
HETATM   70  H39 UNL     1      -4.597  -1.249  -2.493  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    4    4
CONECT    3   35   36   37
CONECT    4    5   38
CONECT    5    6   39   40
CONECT    6    7   41   42
CONECT    7    8    9    9
CONECT    8   43   44   45
CONECT    9   10   46
CONECT   10   11   47   48
CONECT   11   12   49   50
CONECT   12   13   14   51
CONECT   13   52   53   54
CONECT   14   15   55   56
CONECT   15   16   57   58
CONECT   16   17
CONECT   17   18   18   19   20
CONECT   19   59
CONECT   20   21
CONECT   21   22   30   60
CONECT   22   23
CONECT   23   24   26   61
CONECT   24   25   62   63
CONECT   25   64
CONECT   26   27   28   65
CONECT   27   66
CONECT   28   29   30   67
CONECT   29   68
CONECT   30   31   69
CONECT   31   70
END

HMDB0001054
     RDKit          3D
Dolichyl b-D-glucosyl phosphate
 70 70  0  0  0  0  0  0  0  0999 V2000
    7.9538    0.7879    1.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1687    1.0183    0.5006 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8254    2.2420    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6793    0.1269   -0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9401   -1.0901    0.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4828   -0.6490    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7520   -0.1500   -0.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3841    0.8811   -1.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098   -0.6376   -1.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7480   -1.7064   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4688   -0.9524   -0.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2981   -1.9523    0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -2.5917   -1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6617   -1.2490    0.9186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862   -1.6881    1.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4905   -0.7871    2.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6048    0.3390    2.0063 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9020    1.0293    3.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8210    1.6762    1.1128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324    0.1624    1.2254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9847    0.7056   -0.0746 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5987    1.9153   -0.2295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9438    1.9476   -0.4001 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6723    1.9114    0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0360    1.8922    0.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4700    0.9149   -1.3511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9682    1.2261   -2.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9814   -0.4642   -0.9961 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4752   -0.8964    0.2139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4649   -0.3776   -0.9816 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9085   -0.3318   -2.2247 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8703    1.1162    2.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1317    1.4042    2.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7424   -0.2803    2.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8900    2.1816   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7418    3.0569    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3121    2.6897   -0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8208    0.3231   -1.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3547   -1.6235    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8384   -1.7785   -0.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5302    0.0620    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0477   -1.6358    0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9640    1.6178   -1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5147    1.4366   -2.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8580    0.3508   -2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1824   -0.1720   -2.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -1.9557    0.5359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5933   -2.5824   -1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1331   -0.2217   -0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -0.4247    0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8367   -2.7830    0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8651   -2.3545   -1.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602   -3.7224   -1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8751   -2.4065   -1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1706   -0.9298    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8785   -0.2457    0.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0902   -2.6968    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7088   -1.6183    0.3105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2048    2.0791    1.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8814    0.8814   -0.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2124    2.9298   -0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2975    1.0780    1.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4321    2.8841    1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2790    2.4552   -0.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5870    0.9742   -1.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0681    1.6587   -2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2599   -1.1980   -1.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7633   -1.2033    0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1262   -1.3504   -0.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5970   -1.2486   -2.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 21  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  6 42  1  0
  8 43  1  0
  8 44  1  0
  8 45  1  0
  9 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  0
 13 52  1  0
 13 53  1  0
 13 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  0
 15 58  1  0
 19 59  1  0
 21 60  1  6
 23 61  1  6
 24 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  6
 27 66  1  0
 28 67  1  6
 29 68  1  0
 30 69  1  1
 31 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dolichyl b-D-glucosyl phosphoric acid	Generator
Dolichol monophosphate glucose	HMDB
Dolichyl b-delta-glucosyl phosphate	HMDB
Dolichyl beta-D-glucosyl phosphate	HMDB
Dolichyl beta-delta-glucosyl phosphate	HMDB
Dolichyl monophosphate glucose	HMDB
Dolichyl phosphate glucose	HMDB
Dolichylphosphoryl glucose	HMDB

Chemical Formula

C₂₁H₃₉O₉P

Average Molecular Weight

466.5027

Monoisotopic Molecular Weight

466.233169358

IUPAC Name

{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}({[(6Z)-3,7,11-trimethyldodeca-6,10-dien-1-yl]oxy})phosphinic acid

Traditional Name

dolichyl phosphate glucose

CAS Registry Number

220496-27-5

SMILES

OC[C@H]1O[C@@H](OP(=O)(O)OCCC(C)CC\C=C(\C)CCC=C(C)C)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H39O9P/c1-14(2)7-5-8-15(3)9-6-10-16(4)11-12-28-31(26,27)30-21-20(25)19(24)18(23)17(13-22)29-21/h7,9,16-25H,5-6,8,10-13H2,1-4H3,(H,26,27)/b15-9-/t16?,17-,18-,19+,20-,21+/m1/s1

InChI Key

RHJMCOLWMXJOGE-ZTZGTLKASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Farsesane sesquiterpenoid
Hexose monosaccharide
Monosaccharide phosphate
Dialkyl phosphate
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Alkyl phosphate
Secondary alcohol
Polyol
Oxacycle
Organoheterocyclic compound
Primary alcohol
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.62 g/L	ALOGPS
logP	1.78	ALOGPS
logP	2.25	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	1.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	145.91 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	117.31 m³·mol⁻¹	ChemAxon
Polarizability	49.65 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.713	31661259
DarkChem	[M-H]-	197.68	31661259
AllCCS	[M+H]+	215.51	32859911
AllCCS	[M-H]-	206.503	32859911
DeepCCS	[M+H]+	205.777	30932474
DeepCCS	[M-H]-	203.419	30932474
DeepCCS	[M-2H]-	236.79	30932474
DeepCCS	[M+Na]+	212.018	30932474
AllCCS	[M+H]+	215.5	32859911
AllCCS	[M+H-H2O]+	213.7	32859911
AllCCS	[M+NH4]+	217.2	32859911
AllCCS	[M+Na]+	217.6	32859911
AllCCS	[M-H]-	206.5	32859911
AllCCS	[M+Na-2H]-	208.9	32859911
AllCCS	[M+HCOO]-	211.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dolichyl b-D-glucosyl phosphate	OC[C@H]1O[C@@H](OP(=O)(O)OCCC(C)CC\C=C(\C)CCC=C(C)C)[C@H](O)[C@@H](O)[C@@H]1O	3724.0	Standard polar	33892256
Dolichyl b-D-glucosyl phosphate	OC[C@H]1O[C@@H](OP(=O)(O)OCCC(C)CC\C=C(\C)CCC=C(C)C)[C@H](O)[C@@H](O)[C@@H]1O	3121.8	Standard non polar	33892256
Dolichyl b-D-glucosyl phosphate	OC[C@H]1O[C@@H](OP(=O)(O)OCCC(C)CC\C=C(\C)CCC=C(C)C)[C@H](O)[C@@H](O)[C@@H]1O	3370.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dolichyl b-D-glucosyl phosphate,1TMS,isomer #1	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	3141.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,1TMS,isomer #2	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3127.5	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,1TMS,isomer #3	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3090.0	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,1TMS,isomer #4	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3098.5	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,1TMS,isomer #5	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)O[Si](C)(C)C	3159.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TMS,isomer #1	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O	3043.3	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TMS,isomer #10	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O)O[Si](C)(C)C	3059.0	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TMS,isomer #2	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O	3062.6	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TMS,isomer #3	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C	3047.8	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TMS,isomer #4	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O)O[Si](C)(C)C	3076.2	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TMS,isomer #5	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3039.7	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TMS,isomer #6	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3033.5	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TMS,isomer #7	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3076.1	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TMS,isomer #8	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3029.2	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TMS,isomer #9	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O)O[Si](C)(C)C	3077.8	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TMS,isomer #1	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O	3024.1	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TMS,isomer #10	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O)O[Si](C)(C)C	3034.8	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TMS,isomer #2	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C	3026.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TMS,isomer #3	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O)O[Si](C)(C)C	3040.3	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TMS,isomer #4	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3022.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TMS,isomer #5	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O)O[Si](C)(C)C	3064.4	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TMS,isomer #6	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3044.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TMS,isomer #7	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3000.5	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TMS,isomer #8	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3038.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TMS,isomer #9	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3035.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,4TMS,isomer #1	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3015.6	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,4TMS,isomer #2	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O)O[Si](C)(C)C	3038.4	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,4TMS,isomer #3	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3034.8	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,4TMS,isomer #4	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3036.2	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,4TMS,isomer #5	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3021.8	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,5TMS,isomer #1	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3048.1	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,5TMS,isomer #1	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3080.5	Standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,5TMS,isomer #1	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)O[Si](C)(C)C	3414.4	Standard polar	33892256
Dolichyl b-D-glucosyl phosphate,1TBDMS,isomer #1	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O	3381.3	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,1TBDMS,isomer #2	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3357.1	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,1TBDMS,isomer #3	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3314.8	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,1TBDMS,isomer #4	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3338.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,1TBDMS,isomer #5	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)O[Si](C)(C)C(C)(C)C	3390.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TBDMS,isomer #1	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O	3514.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TBDMS,isomer #10	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O)O[Si](C)(C)C(C)(C)C	3512.6	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TBDMS,isomer #2	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3515.2	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TBDMS,isomer #3	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3530.4	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TBDMS,isomer #4	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O)O[Si](C)(C)C(C)(C)C	3565.0	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TBDMS,isomer #5	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3488.1	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TBDMS,isomer #6	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3489.5	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TBDMS,isomer #7	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3528.4	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TBDMS,isomer #8	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3475.1	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,2TBDMS,isomer #9	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O)O[Si](C)(C)C(C)(C)C	3501.5	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TBDMS,isomer #1	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3675.2	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TBDMS,isomer #10	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O)O[Si](C)(C)C(C)(C)C	3636.8	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TBDMS,isomer #2	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3678.5	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TBDMS,isomer #3	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O)O[Si](C)(C)C(C)(C)C	3690.3	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TBDMS,isomer #4	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3683.8	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TBDMS,isomer #5	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O)O[Si](C)(C)C(C)(C)C	3681.5	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TBDMS,isomer #6	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3702.1	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TBDMS,isomer #7	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O)O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	3648.3	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TBDMS,isomer #8	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3646.9	Semi standard non polar	33892256
Dolichyl b-D-glucosyl phosphate,3TBDMS,isomer #9	CC(C)=CCC/C(C)=C\CCC(C)CCOP(=O)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3657.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dolichyl b-D-glucosyl phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9727600000-d38d6e1518a3a68d0771	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dolichyl b-D-glucosyl phosphate GC-MS (3 TMS) - 70eV, Positive	splash10-014i-8414129000-afb66cc4f90fc385e62b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dolichyl b-D-glucosyl phosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 10V, Positive-QTOF	splash10-0a4i-2489500000-ee4f5c268ead36d45bbf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 20V, Positive-QTOF	splash10-0a4i-6790000000-335bdfa9a636c87f56d3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 40V, Positive-QTOF	splash10-0a4i-5961000000-a91c7ccdc6413bbba7a7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 10V, Negative-QTOF	splash10-0gb9-2553900000-b96efe52d60699a8d378	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 20V, Negative-QTOF	splash10-004l-9231100000-2bbc2deb52045a357ff5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 40V, Negative-QTOF	splash10-01t9-9000000000-e8e7a4fcaced53795fb5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 10V, Negative-QTOF	splash10-014i-0001900000-be2fd0839456e07b1706	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 20V, Negative-QTOF	splash10-0uxr-4109400000-9e442a9d85d51464dbe2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 40V, Negative-QTOF	splash10-004j-9101000000-36de47c7bd711fdcd51b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 10V, Positive-QTOF	splash10-014i-2223900000-79cd2a11d46e0223c333	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 20V, Positive-QTOF	splash10-08fr-9245000000-c2b6be31b362b77ce9b9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dolichyl b-D-glucosyl phosphate 40V, Positive-QTOF	splash10-000x-9200000000-6fff84733fc82b56e1c2	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022394

KNApSAcK ID

Not Available

Chemspider ID

17216044

KEGG Compound ID

C01246

BioCyc ID

Not Available

BiGG ID

1809280

Wikipedia Link

Not Available

METLIN ID

5969

PubChem Compound

22833557

PDB ID

Not Available

ChEBI ID

15812

Food Biomarker Ontology

Not Available

VMH ID

DOLGLCP_L

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Rush, Jeffrey S.; Van Leyen, Klaus; Ouerfelli, Ouathek; Wolucka, Beata; Waechter, Charles J. Transbilayer movement of Glc-P-dolichol and its function as a glucosyl donor: protein-mediated transport of a water-soluble analog into sealed ER vesicles from pig brain. Glycobiology (1998), 8(12), 1195-1205.

Material Safety Data Sheet (MSDS)

Not Available

General References

Gateau O, Morelis R, Louisot P: Glucosyltransferase activities in liver mitochondria. I. Biosynthesis of dolichyl[14C]glucosyl phosphate and [14C]glucosylceramide. Eur J Biochem. 1980 Nov;112(1):193-201. [PubMed:6450044 ]

Enzymes

Enzyme Details

1. Dolichyl-phosphate beta-glucosyltransferase

General function:: Cell wall/membrane/envelope biogenesis
Specific function:: Not Available
Gene Name:: ALG5
Uniprot ID:: Q9Y673
Molecular weight:: 33524.965

Reactions

Uridine diphosphate glucose + Dolichol-20 → Uridine 5'-diphosphate + Dolichyl b-D-glucosyl phosphate	details

Enzyme Details

2. Probable dolichyl pyrophosphate Glc1Man9GlcNAc2 alpha-1,3-glucosyltransferase

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: Adds the second glucose residue to the lipid-linked oligosaccharide precursor for N-linked glycosylation. Transfers glucose from dolichyl phosphate glucose (Dol-P-Glc) onto the lipid-linked oligosaccharide Glc(1)Man(9)GlcNAc(2)-PP-Dol (By similarity).
Gene Name:: ALG8
Uniprot ID:: Q9BVK2
Molecular weight:: 60086.915

Reactions

Dolichyl b-D-glucosyl phosphate + D-Glc-alpha-(1->3)-D-Man-alpha-(1->2)-D-Man-alpha-(1->2)-D-Man-alpha-(1->3)-[D-Man-alpha-(1->2)-D-Man-alpha-(1->3)-(D-Man-alpha-(1->2)-D-Man-alpha-(1->6))-D-Man-alpha-(1->6)]-D-Man-beta-(1->4)-D-GlcNAc-beta-(1->4)-D-GlcNAc-diphosphodolichol → Dolichol-20	details

Enzyme Details

3. Dol-P-Glc:Glc(2)Man(9)GlcNAc(2)-PP-Dol alpha-1,2-glucosyltransferase

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: Adds the third glucose residue to the lipid-linked oligosaccharide precursor for N-linked glycosylation. Transfers glucose from dolichyl phosphate glucose (Dol-P-Glc) onto the lipid-linked oligosaccharide Glc(2)Man(9)GlcNAc(2)-PP-Dol.
Gene Name:: ALG10
Uniprot ID:: Q5BKT4
Molecular weight:: 55605.48

Reactions

Dolichyl b-D-glucosyl phosphate → Dolichol-20	details

Enzyme Details

4. Putative Dol-P-Glc:Glc(2)Man(9)GlcNAc(2)-PP-Dol alpha-1,2-glucosyltransferase

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: Putative alpha-1,2-glucosyltransferase, which adds the third glucose residue to the lipid-linked oligosaccharide precursor for N-linked glycosylation. Transfers glucose from dolichyl phosphate glucose (Dol-P-Glc) onto the lipid-linked oligosaccharide Glc(2)Man(9)GlcNAc(2)-PP-Dol. When coupled to KCNH2 may reduce KCNH2 sensitivity to classic proarrhythmic drug blockade, possibly by mediating glycosylation of KCNH2.
Gene Name:: ALG10B
Uniprot ID:: Q5I7T1
Molecular weight:: 55433.33

Reactions

Dolichyl b-D-glucosyl phosphate → Dolichol-20	details

Enzyme Details

5. Dolichyl pyrophosphate Man9GlcNAc2 alpha-1,3-glucosyltransferase

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: Adds the first glucose residue to the lipid-linked oligosaccharide precursor for N-linked glycosylation. Transfers glucose from dolichyl phosphate glucose (Dol-P-Glc) onto the lipid-linked oligosaccharide Man(9)GlcNAc(2)-PP-Dol.
Gene Name:: ALG6
Uniprot ID:: Q9Y672
Molecular weight:: 58119.89

Reactions

Dolichyl b-D-glucosyl phosphate + D-Man-alpha-(1->2)-D-Man-alpha-(1->2)-D-Man-alpha-(1->3)-[D-Man-alpha-(1->2)-D-Man-alpha-(1->3)-(D-Man-alpha-(1->2)-D-Man-alpha-(1->6))-D-Man-alpha-(1->6)]-D-Man-beta-(1->4)-D-GlcNAc-beta-(1->4)-D-GlcNAc-diphosphodolichol → D-Glc-alpha-(1->3)-D-Man-alpha-(1->2)-D-Man-alpha-(1->2)-D-Man-alpha-(1->3)-[D-Man-alpha-(1->2)-D-Man-alpha-(1->3)-(D-Man-alpha-(1->2)-D-Man-alpha-(1->6))-D-Man-alpha-(1->6)]-D-Man-beta-(1->4)-D-GlcNAc-beta-(1->4)-D-GlcNAc-diphosphodolichol + Dolichol-20	details

Showing metabocard for Dolichyl b-D-glucosyl phosphate (HMDB0001054)

MOL for HMDB0001054 (Dolichyl b-D-glucosyl phosphate)

3D MOL for HMDB0001054 (Dolichyl b-D-glucosyl phosphate)

3D SDF for HMDB0001054 (Dolichyl b-D-glucosyl phosphate)

3D-SDF for HMDB0001054 (Dolichyl b-D-glucosyl phosphate)

PDB for HMDB0001054 (Dolichyl b-D-glucosyl phosphate)

3D PDB for HMDB0001054 (Dolichyl b-D-glucosyl phosphate)

SMILES for HMDB0001054 (Dolichyl b-D-glucosyl phosphate)

INCHI for HMDB0001054 (Dolichyl b-D-glucosyl phosphate)

Structure for HMDB0001054 (Dolichyl b-D-glucosyl phosphate)

3D Structure for HMDB0001054 (Dolichyl b-D-glucosyl phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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